Dear Therapists with Lori Gottlieb and Guy Winch

Dear Therapists with Lori Gottlieb and Guy Winch

I’m Lori Gottlieb, author of Maybe You Should Talk To Someone. And I’m Guy Winch, author of Emotional First Aid. We’re both advice columnists, TED speakers, and of course therapists in clinical practice who want to bring the lessons of the therapy room outside the therapy room… to all of you. Each week on DEAR THERAPISTS, we invite you to be a fly-on-the-wall in these personal, raw, transformative sessions with everyday people and then hear what happens when we give concrete, actionable advice and have them report back to let us know how things went after the session ended. We’re sharing these real sessions because we believe that everyone can benefit from hearing how people just like them get through their struggles and grow and change. So sit back and come into the therapy room with us… and prepare to learn a lot about yourself in the process.

Episodes

November 18, 2025 46 mins

Hey, Fellow Travelers. This week, we explore what happens when a DNA test reveals a shocking surprise. Kristine was adopted and had always hoped to find her biological parents—and in her early twenties, she did. But there was a secret that she—and her biological father—didn't know about. We help her to navigate the fallout as she re-examines her definition of family.

If you have a dilemma you’d like to discuss with us—big or small—e...

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Hey, Fellow Travelers. This week, we explore the ghosts of a partner's ex-girlfriend. A woman is happy in her new relationship, except for one thing: her boyfriend insists on taking care of his ex's dog, and she has a sinking feeling that it's not just the dog her boyfriend is holding onto.

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Follow us both online:

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Hey, Fellow Travelers. This week, a married couple with kids struggles to come to a decision on where to raise their family. Ryan wants their kids to grow up near his family in Nebraska. Beth wants them to live near her mother in New York. We show them a new way to talk through an impasse that's been causing resentment and keeping them stuck for years.

If you have a dilemma you’d like to discuss with us—big or small—email us at Lori...

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October 28, 2025 50 mins

Hello Fellow Travelers, this week a man who ended his marriage to be with the love of his life wonders if that makes him a bad person. We talk to Mike about coming to terms with his decisions by seeing things from the perspective of others. 

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Follow us both online:

LoriGottlieb.com and on Twitter @LoriGottlieb1 and Instagram @lori...

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October 21, 2025 32 mins

Hello, Fellow Travelers. This week we explore the challenges of blending families together. Priscilla is struggling to deal with her boyfriend’s six-year-old daughter and is wondering if it's even possible to build a relationship with the girl who constantly says she hates her.


If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Follow us both online:

LoriGottlieb.com and on Tw...

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October 14, 2025 43 mins

Hello, Fellow Travelers. Our very first episode deals with a problem familiar to a lot of people: a breakup and a broken heart. Our guest Shrina struggles to understand why her boyfriend suddenly decided that he no longer loved her and she's questioning what changed and what she might have done wrong. 

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Follow us both online:

Lori...

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This week, we’re in session with Stephanie and her mother, Rona, who hasn’t forgiven her daughter for something that happened twenty-five years ago. We help them acknowledge the hurt they caused each other and find a new path forward. 

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Subscribe for free to Dear Therapists to stay up to date on all the latest episodes.

 

Fol...

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We follow up on last week’s advice about who should bear the burden of maintaining connections with parents. We also respond to questions about a group text that’s spiraling into harsh words; a friendship worn thin by years of last-minute cancellations; and a new mother who fears her husband isn’t bonding with their baby. Plus, Since You Askers weigh in: Would you tell a friend that their kids are behaving badly?

...

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This week, we’re in session with Alexis, whose parents are pressuring her to get married and have children on their timeline instead of hers. We help her to set healthy boundaries with her family.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Subscribe for free to Dear Therapists to stay up to date on all the latest episodes.

 

Follow us both online:

 

LoriGottlieb.com ...

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September 25, 2025 10 mins

This week we’re popping in your feed to tell you about a new show from Lemonada Media, Since You Asked

Who doesn’t need advice—and who doesn’t love giving advice? Since you asked, we’re happy to answer. Each week, two friends—Gretchen Rubin, a happiness researcher, and Lori Gottlieb, a therapist—tackle the daily problems of living with all of you. Whether it’s the pet peeve tha...

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This week, we’re in session with Grace and Finn, a young married couple who struggle to keep their disagreements from turning into full-blown arguments they later regret. We help them identify what goes wrong and give them practical tools for substituting faulty assumptions and accusations with openness and vulnerability.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Su...

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This week, we’re in session with Vanessa, whose father insisted she take out a huge loan she could not repay and give him all the money, then disowned her when she refused. We help her to process the loss of her entire family, and start to create a trusted, compassionate family of choice who treats her the way family should.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

...

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This week, we’re in session with Andrew, who met his current partner because they shared the same ex, and worries that his new relationship is therefore built on a shaky foundation. We help him remove the ghost of the ex and trust the important lessons he learned from that relationship in this new one.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

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This week, we’re in session with Emily, whose relationship with her long-distance fiance blew up the moment they got married. We help her to see how her impatience to not “waste time” prevents her from making sound choices, and why slowing down is the key to making healthy decisions.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Subscribe for free to Dear Therapists to ...

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This week, we’re in session with Elise, who wants to have a better relationship with her angry older sister. We help Elise to see her sister’s perspective so she can approach her with empathy–and how to know when repair might not be possible.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Subscribe for free to Dear Therapists to stay up to date on all the latest episodes...

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In this Roundtable discussion, we explore the role of romance in fiction and real life. Author and political leader Stacey Abrams explains how she weaves it into her suspense novels by focusing on authentic human connection, while therapist Lori Gottlieb brings her perspective on love off the page. Together, we look at how romance is imagined, experienced, and sustained today.

Resources & links related to this episode:

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This week, we’re in session with Richard, who has been trying to avoid feeling the pain of losing his wife of 40 years. We teach him how to sit with his sadness, even as he moves forward into a new relationship.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Subscribe for free to Dear Therapists to stay up to date on all the latest episodes.

 

Follow us both online:

 

Lo...

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This week, we’re in session with Nora, whose whirlwind romance with her now-husband led to an unexpected pregnancy that was terminated when they were first dating, the fallout of which she is still dealing with. We help Nora to process her feelings of past resentment so that she can see her husband and their relationship more clearly in the present

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriA...

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This week, we’re in session with Amanda, who’s wondering if she should leave her husband after finding out he repeatedly cheated on her with other women. We help her to get past her fear and prioritize her own wellbeing.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHeartMedia.com.

 

Subscribe for free to Dear Therapists to stay up to date on all the latest episodes.

 

Follow us both onl...

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This week, In the last of two bonus episodes, we’re doing another case consultation with our intern Ben, a psychology graduate student who pre-interviews the guests and helps select who gets on the show. Today we’re having an honest conversation about the session “Becca and Jake’s Marital Impasse”– and what we wish we had done differently.

 

If you have a dilemma you’d like to discuss with us—big or small—email us at LoriAndGuy@iHe...

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